Photo by Kelly Eisbacher

Orange Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Orange

Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1819)
"The staff was very friendly, breakfast was good, beds were comfortable. The kitchen appliances were a little dated and there was suppose to be housekeeping once a week but no one came to clean our room. Had to go and get garbage bags and clean towels."
The price is AU$183
includes taxes & fees
21 May - 22 May
New Haven Village Suites
Pool
Business or Weekend escape
9.6 out of 10, Exceptional, (10)
"Everything was great at the property. And the apartment was spotless and it had refreshments. We really loved the place. We probably will be back soon. The owner was very nice and great to work with. Thank you for your hospitality"
The price is AU$209
includes taxes & fees
2 June - 3 June
Business or Weekend escape
Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach
3.0 star property
10.0 out of 10, Exceptional, (8)
"Great stay"
The price is AU$446
includes taxes & fees
9 May - 10 May
DUNE Fairfield Beach
Save an average of 15% on thousands of hotels when you're signed in
Property grounds
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (110)
"I stayed at this amazing studio cottage with my girlfriend for 2 nights for her birthday. Our hosts, Liz and Adam were simply amazing. They allowed us an early check in and a late check out. Liz even brought out bicycles for us to use to tour around the neighborhood and ride along the shore line. Because it was my girlfriends birthday (or maybe they just do this), they had Prosecco and Orange Juice plus beer and cheese and other snacks for us when we arrived. The cottage is adorable, perfect...
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Terrace/patio
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (8)
"Paul was very communicative and helpful. We did not like the neighborhood but once you enter the apartment it’s a whole different story. The apartment was very clean and spacious. As mentioned in another review, it needs coverings on all windows for privacy from the neighbors."
The price is AU$617
includes taxes & fees
15 May - 16 May
Luxury Designer 2 bedroom+office/3bed vacation home.
Business centre
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
10.0 out of 10, Exceptional, (16)
"Apartment is very clean. Property management is very helpful. We definitely will stay here again, when we visit New Haven next time. "
Luxury Furnished Apartments by Hyatus Downtown at Yale
Beach nearby, beach towels
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (14)
"We loved our stay at the bungalow last weekend. Donna equipped the home with everything needed for a comfortable stay, and more. It is located in a quiet area steps from the Milford Point Audubon center, Wheeler Marsh and Cedar beach. We walked to the Walnut Beach area where there are a few shops and restaurants, most notably a delicious Mexican restaurant and coffee shop. A perfect get away, despite the questionable weather."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Outdoor pool, a heated pool
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, (12)
"Super clean, comfortable, and great for overnight stay. Will definitely be back!"
The price is AU$1,241
includes taxes & fees
10 May - 11 May
Westport Paradise With Every Amenity!
Private kitchen
Beautiful cozy rooms near hospital and down town area
8.4 out of 10, Very good, (9)
"My friends and I had a great time. Nice and spacious. Thanks for quick reaponces."
The price is AU$373
includes taxes & fees
3 June - 4 June
Beautiful cozy rooms near hospital and down town area
Beach nearby
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
10.0 out of 10, Exceptional, (1)
"The location within walking distance church"
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Property grounds
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
9.0 out of 10, Wonderful, (2)
"What a great place! Location, location. Located on edge of Little Italy with great restaurants and bars. Our favorite was Zenellis. Less than 15 minute walk to downtown New Haven with lots of dining options. Take in the Trinity Bar nearby- great fun! Furniture was modest but adequate. Great kitchen."
The price is AU$486
includes taxes & fees
5 May - 6 May
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
4 bedrooms, iron/ironing board, WiFi, bed sheets
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (79)
"I mean, that view! Photos are accurate and Dave was a great, responsive host. Twelve thumbs up from our group!"
Waterfront Cottage in Branford
Fridge, microwave, oven, stovetop
Spacious Victorian Loft
8.4 out of 10, Very good, (6)
"We liked the rental. It was spacious and we appreciated the complimentary coffee. The rental is also a more affordable option in New Haven and not too far away from downtown. It was easy to get in touch with the owner, but it would’ve been helpful if they provided us checkin information in a timely manner. If you’re a light sleeper this might not be the place for you. It’s located by a busy road. There were a lot of cars that were built to be as loud as possible revving their engines into...
The price is AU$293
includes taxes & fees
5 May - 6 May
Spacious Victorian Loft
Property grounds
Beautiful 4BR Beach House with Private Beach Access.
10.0 out of 10, Exceptional, (63)
"Very comfortable house with comfortable beds. It was great to have 4 bedrooms."
Beautiful 4BR Beach House with Private Beach Access.
3 bedrooms, desk, WiFi, bed sheets
Direct Beachfront Property On Long Island Sound
10.0 out of 10, Exceptional, (26)
"We had a wonderful time on the beach, in the ocean and just relaxing in the house. There were nice restaurants in the area to try and some fun day trips to take with the kids. We'd go back!"
Direct Beachfront Property On Long Island Sound
Property grounds
The Dream Location for Your Perfect Vacation
9.8 out of 10, Exceptional, (15)
"The cottage has the most wonderful views! We loved our stay!"
The Dream Location for Your Perfect Vacation
Fridge, microwave, dishwasher, coffee/tea maker
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, (13)
"This was walking distance to the Total Mortgage Arena for our robotics competition. Having the full kitchen to cook meals was awesome. Nice comfy beds, plenty of space, I claimed the nook off the kitchen/dining area for myself. Boys had front room to work on their robot."
Cheerful 4 bedrooms residential house.
Fridge, microwave, oven, stovetop
Amazing Waterfront, Private Sandy Beach 🏖Hot Tub, Gorgeous Sunsets
9.8 out of 10, Exceptional, (55)
"Everything was perfect!! House is amazing for family/friends gathering. Spacious, clean and great views. The home was everything we needed to celebrate the holiday. Thank you to host for communication and special touches throughout the home. Highly recommend"
Amazing Waterfront, Private Sandy Beach 🏖Hot Tub, Gorgeous Sunsets
Pool
New Haven Gem w/ Private Pool, Walk to Beach!
8.0 out of 10, Very good, (1)
"The house has a lot of updates/renovations that help it stand out from other traditional New England homes. Very comfortable, fully equipped kitchen, amenities. The property manager was very helpful and great communication. We didn't have a chance to use the pool or hot tub but would've been a big bonus if we had. I'm giving a four star rating primarily because I think the price point is a little high, there was a fair amount of outside noise (near Tweed airport), and the neighborhood feels very...
New Haven Gem w/ Private Pool, Walk to Beach!
Smart TV, books, stereo
Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
10.0 out of 10, Exceptional, (16)
"My month-long stay was absolutely wonderful. Hunter was an amazing, proactive host. The weather wasn't cooperative in the beginning of my stay, but Hunter went above and beyond to make sure whatever issues arose were taken care of and I couldn't be happier to have made this choice. I will definitely be back!"
Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
Don't see what you're looking for?
See all available properties in Orange
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Orange Holiday Home Travel Info

Other types of properties in Orange you may be interested in

Lobby lounge
Courtyard by Marriott New Haven Orange-Milford
3.0 star property
8.4 out of 10, Very good, (789)
"Very nice room and restaurant area . Good supply of toiletries and snacks for purchase "
The price is AU$204
includes taxes & fees
28 May - 29 May
Courtyard by Marriott New Haven Orange-Milford
Exterior
Homewood Suites by Hilton Orange New Haven
3.0 star property
9.2 out of 10, Wonderful, (630)
"My 1st time staying at this new suite and I enjoyed everything but the jacuzzi which was not working."
The price is AU$275
includes taxes & fees
28 May - 29 May
Homewood Suites by Hilton Orange New Haven
Property entrance
Motel 6 New Haven - Branford, CT
2.0 star property
6.6 out of 10, (1001)
"Clean and friendly staff"
The price is AU$143
includes taxes & fees
12 May - 13 May
Motel 6 New Haven - Branford, CT
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Orange holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orange holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orange holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Orange holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orange. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orange holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orange holiday rentals we have selected for you start as low as AU$183 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Orange rentals

At Expedia, we put the best Orange holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Orange rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orange holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orange. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Orange?

Yes, there are holiday rentals close to the most popular sights in Orange, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Orange has a good selection of restaurants. Make sure you have time to check out the shopping and bars during your trip.

How many holiday rentals are there in Orange?

Expedia has 3 holiday rentals for your stay in Orange.

What can I see and do in Orange?

Explore the area and family-friendly sights such as Peabody Museum of Natural History, or get out into nature at a spot like Housatonic River. Grassy Hill Country Club and Great River Golf Club are a couple of places you'll find in the wider area.

What are holiday rentals like in Orange?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orange. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family getaway.

Recent reviews of Orange properties
Expedia verified reviews